FALL 2024 TO SPRING 2025 SAILING
The Eastern Caribbean, the Greater Antilles, Turks & Caicos, and back to the US. Come join us!
Our Fall 2024, and Winter & Spring 2025 Sailing Plan
Dec 8 - 14, 2024
Trinidad to Tobago to Grenada
6 Days, 150 nautical miles
This excursion begins in the protected anchorage of Chaguaramas, with its stunning mountainous backdrop. We’ll take the opportunity to explore Trinidadian anchorages we’ve never before visited, like Scotland Bay, Chacachacare, and/or Maracas Bay. Then we’ll set sail for Tobago, characterized by lush greenery and calm, inviting bays including Buccoo and Charlotteville. From there, we’ll make an overnight, downwind passage northwest to Grenada. The picturesque Prickly Bay is popular among cruising sailors, and showcases maritime Caribbean life of this fascinating “Spice Island.”
Cost: $2,200 per person
Availability: 2 Spots
Dec 15, 2024 - Mar 28, 2025
Grenada to Puerto Rico
Private
Availability: Closed
Circumstances present a unique and special opportunity. My wife, who is also my favorite crew and co-captain, is able to join me aboard in early 2025. The Windward and Leeward Islands offer the kind of travel she loves most. So we’re setting aside this time to cruise together among these fabled islands.
March 29 - April 6, 2025
Fajardo, Puerto Rico to Punta Cana, Dominican Republic
8 Days, 200 nautical miles
This sailing trip is best described as “cruising,” as opposed to “passagemaking.” Though we’ll make an open-water 70 nautical mile crossing of the Mona Passage, we’ll strive to visit some of the many gorgeous anchorages along the south coast of Puerto Rico. Though an overnight sail is possible, our general plan is to sail during the day between picturesque harbors, and enjoy evenings at anchor.
As we navigate past Puerto Rico’s vibrant coastal cities, expect to encounter scenic bays such as Salinas and Boqueron where tranquil clear waters invite restful stops. (We may even visit Gilligan’s Island.) Nearby towns offer the chance to experience Puerto Rican hospitality and cuisine. This is a favorite area for many Caribbean sailors. The Mona Passage is known for its rich marine life, vibrant blue water, moderate swells, and exhilarating trade wind sailing.
Cost: $2,800 per person
Availability: 3 spots
April 20 - 26, 2025
Punta Cana, Dominican Republic to Providenciales, Turks & Caicos
6 Days, 300 nautical miles
The combination of warm trade winds and stunning scenery promise to make this a memorable downwind voyage. You’ll board La Peregrina on the east coast of the Dominican Republic. Sailing along the north coast, we’ll have the opportunity to explore secluded bays surrounded by lush, tropical landscapes. Though some nights are likely to be spent at anchor, the passage to the Turks & Caicos inevitably involves overnights at sea. The moon will be small and set early, so the stars, and the bioluminescence, will be amazing! We’ll sail south of the Silver Bank, taking advantage of the favorable Caribbean Current, before reaching the shallow, turquoise waters of the Caicos Bank.
Cost: $2,300 per person
Availability: FULL
May 1 - 11, 2025
Providenciales, Turks & Caicos to West Palm Beach, Florida
10 Days, 650 nautical miles
This is a serious offshore sail. It’s a long passage, with several overnights at sea. With the prevailing wind and current in our favor, the sailing should be glorious. We’ve got 10 days to complete a voyage that, in the right circumstances, can be sailed in 5 days. That means we have wiggle room to wait for the right weather and/or make a stop or two. Potential stops include Great Inagua, the Ragged Islands, and Cay Sal Bank.
From Providenciales, we’ll sail west or south across the shallow and stunningly-turquoise Caicos Bank. To the west are the far outer islands of The Bahamas: remote, sparsely populated, and widely separated by deep blue water. Continuing west, we’ll hit the Old Bahama Channel north of the Cuban coast, where the Caribbean Current will push us northwest toward the Gulf Stream and Florida.
Early May typically offers wonderful weather in this area. Nothing can be guaranteed (and a squall or two is likely,) but I expect this to be sunny, warm, salty, tradewind sailing. My favorite!
Cost: $3,000 per person
Availability: 3 spots
